On Friday, the Dallas Cowboys' quarterback pulled off another stunner, signing a blockbuster six-year extension worth $108 million that will keep him under contract through 2019.

The deal calls for Romo to collect $55 million guaranteed, which is more than Baltimore quarterback Joe Flacco bagged in the six-year, $120.6 million contract he signed earlier this month. After winning the Super Bowl in February, Flacco is guaranteed $52 million.

Romo, who will turn 33 next month, has only one playoff win in seven seasons as a starter, and a reputation for choking in big games.

“You got to be kidding me,” former Eagles quarterback Donovan McNabb, now an analyst for the NFL Network, tweeted in reaction to Romo's windfall.

Indeed, Good Friday was great for Romo.

Or was it?

Romo is set for life financially, but the pressure he faces to win a Super Bowl is immense.